L-Phenylalanine, N,N'-(1,5-dioxo-1,5-pentanediyl)bis- | 84308-22-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: L-Phenylalanine, N,N'-(1,5-dioxo-1,5-pentanediyl)bis-
• 英文别名: N,N'-pentanoyl-(S,S)-diphenylalanine
• CAS: 84308-22-5
• 化学式: C₂₃H₂₆N₂O₆
• 分子量: 426.469
• InChiKey: VDBDSUDQJTVVHI-OALUTQOASA-N

物化性质

• 沸点：
  781.1±60.0 °C(Predicted)
• 密度：
  1.279±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  31.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  132.8
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  戊二酰基二氯 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 18.0h， 生成 L-Phenylalanine, N,N'-(1,5-dioxo-1,5-pentanediyl)bis-
  参考文献：
  名称：

  Chiral aminoacid containing acyclic ligands-I. Syntheses and conformations

  摘要：

  DOI：

  10.1016/0040-4020(82)85151-x

文献信息

• Self-assembly of supramolecular nanostructures from phenylalanine derived bolaamphiphiles
  作者：Monica Z. Menzenski、Ipsita A. Banerjee

  DOI：10.1039/b702586f

  日期：——

  The growth and self-assembly of phenylalanine derived bolaamphiphiles was investigated. The self-assembly process was studied at hydrophobic–hydrophilic interfaces and under aqueous conditions at different pH. The formation of various structures in microscale and nanoscale was examined using atomic force microscopy, transmission electron microscopy, dynamic light scattering, ultraviolet-visible spectroscopy and infrared spectroscopy. It was observed that the types of structures formed were dependent on both the growth conditions and the chain lengths of the hydrocarbons linking the head groups. At lower pH, tubular formations were observed in high yield for all bolaamphiphiles synthesized compared to higher pH. As the size of the hydrophobic chain length connecting the amino acid head groups increased, the nanotubes were formed in higher yield and were observed to be more elongated and well-defined. In some cases, nanofibers, spheres and rod-like structures were also obtained at aqueous/organic interfaces and in different pH. The investigation of the self-assembly process of such peptide bolaamphiphiles can give further insight into the dynamics of formation of various supramolecular structures. The materials formed were found to be highly stable and can be potentially used as scaffolds for biomaterials and fabrication of nanodevices.

  研究了源自苯丙氨酸的联碱脂的自生长与自组装。在亲水-疏水界面及不同pH值的水环境下，对自组装过程进行了研究。利用原子力显微镜、透射电子显微镜、动态光散射、紫外-可见光谱及红外光谱检验了微观尺度和纳米尺度上形成的各类结构。观察到，所形成的结构类型既依赖生长条件，也与连接头基团的烃链长度有关。相对于高pH值环境，所有合成的联碱脂在低pH值环境中均有高产率的管状结构生成。随着连接氨基酸头基团的亲油链长度的增加，纳米管的形成率提高且轮廓更为细长、明晰。在某些情况下，在液体/有机界面上以及不同pH值条件下，还获得了纳米纤维、球体及杆状结构。深入研究此类肽联碱脂的自组装过程，可进一步洞察多种超分子结构的形成动态。所形成的材料高度稳定，具有成为生物材料的支架并可能用于制造纳米器件的潜力。